Synthesis of Energetic Materials.

Abstract

The synthesis of polyformals from several nitro- and fluorodiols was investigated. Linear, difunctional polyformals were obtained from 3, 3, 5, 7, 7-pentanitro-5-azanonanediol, 3, 5, 5, 7-tetranitro-3, 7-diazanonanediol, 2, 2, 3, 3, 4, 4-hexa fluoropentanediol, and 2, 2, 3, 3, 4, 4, 5, 5-octafluorohexanediol. Procedures are given to prepare stable gumstocks from the first 3 of these, using FEFO as plasticizer. The fourth polymer was only partially miscible with FEFO. Efforts toward the synthesis of polyazabicyclooctanes and polyazaoxabicyclononanes were continued. An acyclic model compound for the latter system was synthesized and found to be marginally stable. Various approaches to the synthesis of azacyclooctadienes as precursers to bicyclononanes were investigated. A study of the chemistry of the 2, 6,-diazabicyclooctane ring system was iniatiated. Condensation reactions of 2, 3-disubstituted and 2, 3, 5, 6-tetrasubstituted 1, 4-dinitropiperazines with methylene diamine derivatives were investigated in efforts to prepare linear polycyclic nitramines. During this work, the first example of a 1,2-dinitramninoolefin was prepared. A new oxidizer of exceptionally high oxygen content, 2, 3, 5, 6-tetranitrato-1, 4-dinitropiperazine, was prepared but was found to decompose slowly at room temperature. Originator supplied keywords include: Nitrodiols; Polyformals; Nitropolymers; Nitramines; Diazocines; Azabicyclononanes; Azaadamantanes.

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Document Details

Document Type
Technical Report
Publication Date
Mar 31, 1985
Accession Number
ADA154887

Entities

People

  • H. G. Adolph
  • J. M. Goldwasser
  • M. Chaykovsky
  • T. C. Adams Jr.
  • W. M. Koppes

Organizations

  • Naval Ordnance Laboratory

Tags

Communities of Interest

  • Space
  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Alcohols
  • Anhydrides
  • Chemical Synthesis
  • Chemistry
  • Cold Water
  • Energetic Materials
  • Ethers
  • Hydrogen
  • Mass Spectra
  • Materials
  • Materials Science
  • Melting Point
  • Military Research
  • Molecular Weight
  • Organic Chemistry
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Materials Science.
  • Organic Chemistry
  • Polymer Science and Technology